Asymmetric synthesis of (+)-galbelgin, (-)-kadangustin J, (-)-cyclogalgravin and (-)-pycnanthulignenes A and B, three structurally distinct lignan classes, using a common chiral precursor.
J Org Chem
; 76(16): 6636-48, 2011 Aug 19.
Article
em En
| MEDLINE
| ID: mdl-21749139
ABSTRACT
The enantioselective synthesis of three structurally distinct classes of lignan from a single, aza-Claisen-derived, chiral morpholine amide is reported. The class of lignan formed is dependent on the substitution pattern in the aryl rings and choice of protecting group on a key benzylic hydroxyl group. The methodology has been used to asymmetrically synthesize and determine the absolute stereochemistry of lignans (+)-cyclogalgravin 3, (-)-pycnanthulignene A 4, (-)-pycnanthulignene B 5, and (-)-kadangustin J 8.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Lignanas
/
Furanos
Idioma:
En
Ano de publicação:
2011
Tipo de documento:
Article